Separation of profen enantiomers by capillary electrophoresis using cyclodextrins as chiral selectors.
A method for resolving the enantiomers of various 2-arylpropionic acids (viz. ketoprofen, ibuprofen and fenoprofen) by capillary zone electrophoresis (CZE) using a background electrolyte (BGE) containing a cyclodextrin as chiral selector is proposed. The effects of the type of cyclodextrin used and its concentration on resolution were studied and heptakis-2,3,6-tri- O-methyl-beta-cyclodextrin was found to be the sole effective choice for the quantitative enantiomeric resolution of all the compounds tested. The influence of pH, BGE concentration, capillary temperature and addition of methanol to the BGE on resolution and other separation-related parameters was also studied. The three compounds studied can be enantiomerically resolved with a high efficiency in a short time (less than 20 min) with no capillary treatment. This makes the proposed method suitable for assessing the enantiomeric purity of commercially available pharmaceuticals.
Blanco
M
M
Departament de Química, Unitat de Química Analítica, Facultat de Ciències, Universitat Autònoma de Barcelona, Spain.
Coello
J
J
Iturriaga
H
H
Maspoch
S
S
Pérez-Maseda
C
C
D003505:Cyclodextrins / Q000737:chemistry*; D019075:Electrophoresis, Capillary / Q000379:methods*; D005279:Fenoprofen / Q000737:chemistry / Q000302:isolation & purification; D006863:Hydrogen-Ion Concentration; D007052:Ibuprofen / Q000737:chemistry / Q000302:isolation & purification; D007660:Ketoprofen / Q000737:chemistry / Q000302:isolation & purification; D000432:Methanol / Q000737:chemistry; D009994:Osmolar Concentration; D010666:Phenylpropionates / Q000032:analysis* / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature; D013997:Time Factors
D003505:Cyclodextrins; D010666:Phenylpropionates; D007660:Ketoprofen; D005279:Fenoprofen; D007052:Ibuprofen; D000432:Methanol